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Literature summary extracted from

  • Warner, J.R.; Copley, S.D.
    Mechanism of the severe inhibition of tetrachlorohydroquinone dehalogenase by its aromatic substrates (2007), Biochemistry, 46, 4438-4447 .
    View publication on PubMed

Protein Variants

EC Number Protein Variants Comment Organism
1.21.4.5 C13S the mutant enzyme shows no affinity for the glutathione-Sepharose affinity matrix. The mutant enzyme is not inhibited by 2,3,6-trichlorohydroquinone Sphingobium chlorophenolicum
1.21.4.5 C156S experiments are carried out using C156S TCHQ dehalogenase, which has only one Cys residue at position 13 in the active site, in order to avoid complications in the synthesis of ESSG arising from reactions with Cys156, which is located on the surface at a distance from the active site. The substitution of Ser for Cys at position 156 does not appear to affect any properties of the enzyme Sphingobium chlorophenolicum

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.21.4.5 2,3,5,6-tetrachlorohydroquinone inhibits the wild-typ enzyme and not the mutant enzyme Sphingobium chlorophenolicum
1.21.4.5 2,3,6-trichlorohydroquinone noncompetitive inhibitor of the thiol-disulfide exchange reaction, in addition, dissociation of the GSSG product is inhibited by 2,3,6-trichlorohydroquinone Sphingobium chlorophenolicum

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.21.4.5 0.02
-
 2,3,5,6-tetrachlorohydroquinone pH 7.0, 20°C, mutant enzyme C13S Sphingobium chlorophenolicum

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.21.4.5 2,3,5,6-tetrachlorohydroquinone + 2 glutathione Sphingobium chlorophenolicum the enzyme converts tetrachlorohydroquinone to trichlorohydroquinone and trichlorohydroquinone to dichlorohydroquinone. The enzyme is involved in degradation of pentachlorophenol, a widely used wood preservative 2,3,6-trichlorohydroquinone + Cl- + glutathione disulfide
-
 ?
1.21.4.5 2,3,6-trichlorohydroquinone + 2 glutathione Sphingobium chlorophenolicum the enzyme converts tetrachlorohydroquinone to trichlorohydroquinone and trichlorohydroquinone to dichlorohydroquinone. The enzyme is involved in degradation of pentachlorophenol, a widely used wood preservative 2,6-dichlorohydroquinone + Cl- + glutathione disulfide
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.21.4.5 Sphingobium chlorophenolicum Q03520
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.21.4.5
-
 Sphingobium chlorophenolicum

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.21.4.5 2,3,5,6-tetrachlorohydroquinone + 2 glutathione the enzyme converts tetrachlorohydroquinone to trichlorohydroquinone and trichlorohydroquinone to dichlorohydroquinone. The enzyme is involved in degradation of pentachlorophenol, a widely used wood preservative Sphingobium chlorophenolicum 2,3,6-trichlorohydroquinone + Cl- + glutathione disulfide
-
 ?
1.21.4.5 2,3,5,6-tetrachlorohydroquinone + 2 glutathione the first glutathione is involved in formation of a glutathione conjugate, while the second is involved in the final step of the reaction, a thiol-disulfide exchange reaction that regenerates the free enzyme and forms GSSG. The thiol-disulfide exchange reaction is the rate-limiting step in the reductive dehalogenation reaction under physiological conditions Sphingobium chlorophenolicum 2,3,6-trichlorohydroquinone + Cl- + glutathione disulfide
-
 ?
1.21.4.5 2,3,6-trichlorohydroquinone + 2 glutathione the enzyme converts tetrachlorohydroquinone to trichlorohydroquinone and trichlorohydroquinone to dichlorohydroquinone. The enzyme is involved in degradation of pentachlorophenol, a widely used wood preservative Sphingobium chlorophenolicum 2,6-dichlorohydroquinone + Cl- + glutathione disulfide
-
 ?
1.21.4.5 2,3,6-trichlorohydroquinone + 2 glutathione the first glutathione is involved in formation of a glutathione conjugate, while the second is involved in the final step of the reaction, a thiol-disulfide exchange reaction that regenerates the free enzyme and forms GSSG. The thiol-disulfide exchange reaction is the rate-limiting step in the reductive dehalogenation reaction under physiological conditions Sphingobium chlorophenolicum 2,6-dichlorohydroquinone + Cl- + glutathione disulfide
-
 ?

Subunits

EC Number Subunits Comment Organism
1.21.4.5 monomer
-
 Sphingobium chlorophenolicum

Synonyms

EC Number Synonyms Comment Organism
1.21.4.5 TCHQ dehalogenase
-
 Sphingobium chlorophenolicum
1.21.4.5 tetrachlorohydroquinone dehalogenase
-
 Sphingobium chlorophenolicum

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.21.4.5 3
-
 2,3,5,6-tetrachlorohydroquinone pH 7.0, 20°C, mutant enzyme C13SS Sphingobium chlorophenolicum

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.21.4.5 0.003
-
 2,3,5,6-tetrachlorohydroquinone pH 7.0, 20°C, mutant enzyme C156S Sphingobium chlorophenolicum